CN112480352A - Aqueous polyurethane textile coating agent - Google Patents

Aqueous polyurethane textile coating agent Download PDF

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Publication number
CN112480352A
CN112480352A CN202011328539.1A CN202011328539A CN112480352A CN 112480352 A CN112480352 A CN 112480352A CN 202011328539 A CN202011328539 A CN 202011328539A CN 112480352 A CN112480352 A CN 112480352A
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Prior art keywords
parts
coating agent
stirring
aqueous polyurethane
agent
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CN202011328539.1A
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Chinese (zh)
Inventor
高洁涛
王丽芳
陈重升
徐利刚
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Tongxiang Zhengrong Textile Auxiliaries Co ltd
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Tongxiang Zhengrong Textile Auxiliaries Co ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6648Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
    • C08G18/6651Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225Polyamines
    • C08G18/3234Polyamines cycloaliphatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/34Carboxylic acids; Esters thereof with monohydroxyl compounds
    • C08G18/348Hydroxycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4297Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from polyester forming components containing aliphatic aldehyde condensates or hydrogenation products thereof having at least two hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6659Compounds of group C08G18/42 with compounds of group C08G18/34
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/68Unsaturated polyesters
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06NWALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/12Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
    • D06N3/14Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
    • D06N3/146Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes characterised by the macromolecular diols used

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Paints Or Removers (AREA)

Abstract

The invention relates to the technical field of coated fabrics and discloses a waterborne polyurethane textile coating agent which comprises the following raw materials in parts by weight: 25-35 parts of polyester glycol; 30-40 parts of dimer acid polyester dihydric alcohol; 4-8 parts of hydrogenated MDI; 3-5 parts of N-methylpyrrolidone; 1-3 parts of dimethylolbutyric acid; 0.2-0.6 part of isophorone diamine; 0.1-0.3 part of triethylamine; 30-40 parts of deionized water; 0.5-1.5 parts of thickening agent; 1-3 parts of a cross-linking agent. The coating agent provided by the invention can reach the level of similar solvent type coating adhesives, has the advantages of safety, environmental protection, convenient operation and the like, has good cold resistance, wear resistance, water pressure resistance and hydrolysis resistance, has wide market prospect, and is beneficial to popularization and use.

Description

Aqueous polyurethane textile coating agent
Technical Field
The invention relates to the technical field of coated fabrics, in particular to a waterborne polyurethane textile coating agent.
Background
The coated fabric can be widely applied to outdoor articles such as tents, poncho, tarpaulin and the like, is bad in use condition, is easy to damage and large in consumption, so that a protective coating can be generally coated on the outer surface of the coated fabric, a coating agent mainly comprising solvent type polyurethane is generally used, but the solvent type polyurethane coating agent has the defect of large volatilization of organic solvent, not only causes the waste of energy, but also pollutes the environment and harms the human health, the water-based coating agent is another coating agent, and the high water pressure resistant water-based polyurethane coating agent is not good in application because the water pressure resistance is far lower than that of the solvent type coating agent, so that the high water pressure resistant water-based polyurethane coating agent is urgently needed.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a waterborne polyurethane textile coating agent.
Technical scheme
In order to achieve the purpose, the invention provides the following technical scheme:
the waterborne polyurethane textile coating agent comprises the following raw materials in parts by weight:
Figure BDA0002795104360000011
Figure BDA0002795104360000021
preferably, the preparation steps of the coating agent are as follows:
s1, adding polyester diol, dimer acid polyester diol, hydrogenated MDI and N-methyl pyrrolidone into a flask, stirring and heating to 75-85 ℃, and controlling the reaction time to be 1-2 hours;
s2 adding dimethylolbutyric acid and N-methylpyrrolidone into the flask, stirring and heating to 75-85 ℃, and continuing to react for 4-5 hours;
s3, putting the reaction product into an emulsifying kettle, adding triethylamine and deionized water for dispersion and emulsification, adding isophorone diamine, and stirring for reaction for 25-35 minutes to obtain a waterborne polyurethane emulsion;
s4, adding a thickening agent and a cross-linking agent into the aqueous polyurethane emulsion, stirring, and filtering to obtain the aqueous polyurethane coating agent.
Preferably, the thickener is one or a mixture of two of an aqueous thickener, an alkali swelling associative thickener and a polyurethane associative thickener.
Preferably, the crosslinking agents include, but are not limited to, dicumyl peroxide, benzoyl peroxide, and di-t-butyl peroxide.
Advantageous effects
The invention provides a waterborne polyurethane textile coating agent, which has the following beneficial effects:
(1) the waterborne polyurethane emulsion is prepared by taking polycarbonate diol and dimer acid polyester diol as raw materials and synthesizing the raw materials, so that the film forming property of the polyurethane emulsion can be improved, the coating agent can reach higher water pressure resistance due to the higher polarity of the polycarbonate, the high cohesive energy density and the high tensile strength of a formed film, and the hydrolysis resistance of the coating agent is improved due to the fact that the long-chain alkane on the side chain of the dimer acid polyester provides a strong hydrophobic environment and the ester bond is effectively protected;
(2) the coating agent provided by the invention can reach the level of similar solvent type coating adhesives, has the advantages of safety, environmental protection, convenient operation and the like, has good cold resistance, wear resistance, water pressure resistance and hydrolysis resistance, has wide market prospect, and is beneficial to popularization and use.
Detailed Description
All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Further explaining the technical scheme provided by the invention:
example 1
The invention provides a waterborne polyurethane textile coating agent, which comprises the following preparation steps:
s1, adding 25 parts of polyester glycol, 30 parts of dimer acid polyester diol, 4 parts of hydrogenated MDI and 2.7 parts of N-methylpyrrolidone into a flask, stirring and heating to 75 ℃, and controlling the reaction time to be 1 hour;
s2 adding 1 part of dimethylolbutyric acid and 0.3 part of N-methylpyrrolidone into the flask, stirring and heating to 75 ℃, and continuing to react for 4 hours;
s3, putting the reaction product into an emulsifying kettle, adding 0.1 part of triethylamine and 30 parts of deionized water for dispersion and emulsification, adding 0.2 part of isophorone diamine, and stirring for reaction for 25 minutes to obtain a waterborne polyurethane emulsion;
s4, adding 0.5 part of aqueous thickening agent and 1 part of dicumyl peroxide into the aqueous polyurethane emulsion, stirring and filtering to obtain the aqueous polyurethane coating agent.
Example 2
The invention provides a waterborne polyurethane textile coating agent, which comprises the following preparation steps:
s1, adding 30 parts of polyester glycol, 35 parts of dimer acid polyester diol, 6 parts of hydrogenated MDI and 3.5 parts of N-methylpyrrolidone into a flask, stirring and heating to 80 ℃, and controlling the reaction time to be 1.5 hours;
s2 adding 2 parts of dimethylolbutyric acid and 0.5 part of N-methylpyrrolidone into the flask, stirring and heating to 80 ℃, and continuing to react for 4.5 hours;
s3, putting the reaction product into an emulsifying kettle, adding 0.2 part of triethylamine and 35 parts of deionized water for dispersion and emulsification, adding 0.4 part of isophorone diamine, and stirring for reaction for 30 minutes to obtain a waterborne polyurethane emulsion;
s4, adding 1 part of alkali swelling association type thickening agent and 2 parts of benzoyl peroxide into the aqueous polyurethane emulsion, stirring and filtering to obtain the aqueous polyurethane coating agent.
Example 3
The invention provides a waterborne polyurethane textile coating agent, which comprises the following preparation steps:
s1, adding 35 parts of polyester glycol, 40 parts of dimer acid polyester diol, 8 parts of hydrogenated MDI and 4.5 parts of N-methylpyrrolidone into a flask, stirring and heating to 85 ℃, and controlling the reaction time to be 2 hours;
s2 adding 3 parts of dimethylolbutyric acid and 0.5 part of N-methylpyrrolidone into the flask, stirring and heating to 85 ℃, and continuing to react for 5 hours;
s3, putting the reaction product into an emulsifying kettle, adding 0.3 part of triethylamine and 40 parts of deionized water for dispersion and emulsification, adding 0.6 part of isophorone diamine, and stirring for reaction for 35 minutes to obtain a waterborne polyurethane emulsion;
s4, adding 1.5 parts of polyurethane associative thickener and 3 parts of di-tert-butyl peroxide into the aqueous polyurethane emulsion, stirring and filtering to obtain the aqueous polyurethane coating agent.
Experimental comparisons were made in conjunction with the three examples above and with conventional coating agents, with the experimental data as follows:
Figure BDA0002795104360000041
in conclusion, the waterborne polyurethane textile coating agent provided by the invention has stable scraping performance, can reach higher water pressure resistance, has good cold resistance, wear resistance and hydrolysis resistance, and can meet the application requirements of outdoor products.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.

Claims (4)

1. The waterborne polyurethane textile coating agent is characterized in that:
the coating agent comprises the following raw materials in parts by weight:
Figure FDA0002795104350000011
2. the aqueous polyurethane textile coating agent of claim 1, wherein the coating agent is prepared by the following steps:
s1, adding polyester diol, dimer acid polyester diol, hydrogenated MDI and N-methyl pyrrolidone into a flask, stirring and heating to 75-85 ℃, and controlling the reaction time to be 1-2 hours;
s2 adding dimethylolbutyric acid and N-methylpyrrolidone into the flask, stirring and heating to 75-85 ℃, and continuing to react for 4-5 hours;
s3, putting the reaction product into an emulsifying kettle, adding triethylamine and deionized water for dispersion and emulsification, adding isophorone diamine, and stirring for reaction for 25-35 minutes to obtain a waterborne polyurethane emulsion;
s4, adding a thickening agent and a cross-linking agent into the aqueous polyurethane emulsion, stirring, and filtering to obtain the aqueous polyurethane coating agent.
3. The aqueous polyurethane textile coating agent of claim 1, wherein the thickener is one or a mixture of two of aqueous thickener, alkali swelling associative thickener and polyurethane associative thickener.
4. The aqueous polyurethane textile coating agent of claim 1, wherein the crosslinking agent includes, but is not limited to, dicumyl peroxide, benzoyl peroxide, and di-t-butyl peroxide.
CN202011328539.1A 2020-11-24 2020-11-24 Aqueous polyurethane textile coating agent Pending CN112480352A (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101613451A (en) * 2009-08-05 2009-12-30 辽宁恒星精细化工(集团)有限公司 High-content aqueous polyurethane latex and preparation method
CN102127202A (en) * 2010-11-30 2011-07-20 中科院广州化学有限公司 High-hydrolysis-resistance aqueous polyurethane having dimer acid structural unit and preparation method thereof
CN106398510A (en) * 2016-05-09 2017-02-15 江苏吉福新材料股份有限公司 UV (Ultraviolet)-curable flame-retardant weather-resistant aqueous polyurethane emulsion
CN107266650A (en) * 2017-07-14 2017-10-20 合肥思敬齐化工材料有限责任公司 Water pressure resistance waterproof polyurethane fabric finish and preparation method thereof
CN107523204A (en) * 2017-09-22 2017-12-29 安庆市虹泰新材料有限责任公司 A kind of preparation method of the polyurethane aqueous coating adhesive of dimer acid type
JP2018123173A (en) * 2017-01-30 2018-08-09 日本化薬株式会社 Polyurethane compound, active energy ray-curable resin composition containing the same, and application of the same
CN109734871A (en) * 2018-12-30 2019-05-10 沈阳化工研究院有限公司 A kind of low water absorbable, high solids content polyaminoester emulsion preparation method

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101613451A (en) * 2009-08-05 2009-12-30 辽宁恒星精细化工(集团)有限公司 High-content aqueous polyurethane latex and preparation method
CN102127202A (en) * 2010-11-30 2011-07-20 中科院广州化学有限公司 High-hydrolysis-resistance aqueous polyurethane having dimer acid structural unit and preparation method thereof
CN106398510A (en) * 2016-05-09 2017-02-15 江苏吉福新材料股份有限公司 UV (Ultraviolet)-curable flame-retardant weather-resistant aqueous polyurethane emulsion
JP2018123173A (en) * 2017-01-30 2018-08-09 日本化薬株式会社 Polyurethane compound, active energy ray-curable resin composition containing the same, and application of the same
CN107266650A (en) * 2017-07-14 2017-10-20 合肥思敬齐化工材料有限责任公司 Water pressure resistance waterproof polyurethane fabric finish and preparation method thereof
CN107523204A (en) * 2017-09-22 2017-12-29 安庆市虹泰新材料有限责任公司 A kind of preparation method of the polyurethane aqueous coating adhesive of dimer acid type
CN109734871A (en) * 2018-12-30 2019-05-10 沈阳化工研究院有限公司 A kind of low water absorbable, high solids content polyaminoester emulsion preparation method

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* Cited by examiner, † Cited by third party
Title
杨青: "水性高耐水压聚氨酯涂层胶" *

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